Caribbean Islands

$334+ Cheap flights from Alaska to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — SJU
Feb 4 — Feb 111
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Cheap flight deals from Alaska to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Alaska (USAK) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 30, 2025.

Round-trip from

$627
(Alaska Airlines)

One-way from

$334
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$809
From Alaska to Caribbean Islands
One-way flight from Alaska to Caribbean Islands
Highest demand for flights based on searches. 4% potential increase in price ($45 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($36 potential savings vs. average RT price).
Average for round-trip flights in January 2025

Find flight deals from Alaska to Caribbean Islands

Cheapest flights from Alaska to Caribbean Islands
Explore the most affordable flight options available from Alaska to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 30, 2025.

This Alaska Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/287:05 amANC - NAS
2 stops32h 54mAlaska Airlines
Sat 3/88:00 amNAS - ANC
1 stop30h 31mAlaska Airlines
Deal found 1/30$627
This Delta deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/11:10 pmANC - SJU
2 stops18h 51mDelta
Fri 3/76:15 amSJU - ANC
2 stops18h 20mDelta
Deal found 1/29$819
This Delta deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/133:50 pmANC - STI
2 stops16h 14mDelta
Tue 4/296:50 amSTI - ANC
2 stops21h 09mDelta
Deal found 1/30$868
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/309:50 pmANC - SJU
1 stop12h 00mAmerican Airlines
Wed 8/136:35 amSJU - ANC
2 stops20h 10mAmerican Airlines
Deal found 1/30$874
This United Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/3010:34 pmANC - SJU
1 stop13h 08mUnited Airlines
Tue 8/121:05 amSJU - ANC
2 stops21h 11mUnited Airlines
Deal found 1/30$975
This American Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/69:55 pmANC - SDQ
2 stops18h 52mAmerican Airlines
Thu 5/226:24 amSDQ - ANC
2 stops16h 46mAmerican Airlines
Deal found 1/29$983
This United Airlines deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:34 pmANC - PUJ
2 stops34h 06mUnited Airlines
Wed 9/244:35 pmPUJ - ANC
2 stops31h 13mUnited Airlines
Deal found 1/29$1,004
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/218:30 pmANC - NAS
1 stop16h 57mAmerican Airlines
Sat 3/297:45 amNAS - ANC
2 stops15h 37mAmerican Airlines
Deal found 1/30$1,014
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/134:30 pmANC - STI
3 stops17h 59mMultiple Airlines
Tue 4/293:20 pmSTI - ANC
2 stops32h 00mMultiple Airlines
Deal found 1/30$1,033
This United Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2111:53 pmANC - NAS
2 stops33h 40mUnited Airlines
Sat 3/295:45 pmNAS - ANC
2 stops32h 52mUnited Airlines
Deal found 1/30$1,038
This Delta deal was found by Cheapflights users on 1/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/512:40 amANC - SDQ
2 stops19h 40mDelta
Thu 5/226:35 amSDQ - ANC
2 stops22h 33mDelta
Deal found 1/29$1,059
This American Airlines deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2012:18 pmANC - STT
2 stops18h 32mAmerican Airlines
Mon 4/75:50 pmSTT - ANC
2 stops29h 30mAmerican Airlines
Deal found 1/30$1,159

Find flights from Alaska to Caribbean Islands within your budget

Customize your flight search to find flights from Alaska to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 2/28

7:05 am-7:59 pm

2 stops32h 54m

Nassau Intl

Sat 3/8

8:00 am-10:31 am

1 stop30h 31m

$627

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Sat 3/1

1:10 pm-1:01 pm

2 stops18h 51m

San Juan Luis Munoz Marin Intl

Fri 3/7

6:15 am-7:35 pm

2 stops18h 20m

$819

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 4/13

3:50 pm-12:04 pm

2 stops16h 14m

Santiago de los Caballeros

Tue 4/29

6:50 am-11:59 pm

2 stops21h 09m

$868

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 6/30

9:50 pm-1:50 pm

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Wed 8/13

6:35 am-10:45 pm

2 stops20h 10m

$874

AnchorageSan Juan

ANC - SJU

ANCSJU

Anchorage

Mon 6/30

10:34 pm-3:42 pm

1 stop13h 08m

San Juan Luis Munoz Marin Intl

Tue 8/12

1:05 am-6:16 pm

2 stops21h 11m

$975

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Tue 5/6

9:55 pm-8:47 pm

2 stops18h 52m

Santo Domingo Las Americas

Thu 5/22

6:24 am-7:10 pm

2 stops16h 46m

$983

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 3/21

8:30 pm-5:27 pm

1 stop16h 57m

Nassau Intl

Sat 3/29

7:45 am-7:22 pm

2 stops15h 37m

$1,014

AnchorageSantiago de los Caballeros

ANC - STI

ANCSTI

Anchorage

Sun 4/13

4:30 pm-2:29 pm

3 stops17h 59m

Santiago de los Caballeros

Tue 4/29

3:20 pm-7:20 pm

2 stops32h 00m

$1,033

AnchorageNassau

ANC - NAS

ANCNAS

Anchorage

Fri 3/21

11:53 pm-1:33 pm

2 stops33h 40m

Nassau Intl

Sat 3/29

5:45 pm-10:37 pm

2 stops32h 52m

$1,038

AnchorageSanto Domingo

ANC - SDQ

ANCSDQ

Anchorage

Mon 5/5

12:40 am-12:20 am

2 stops19h 40m

Santo Domingo Las Americas

Thu 5/22

6:35 am-1:08 am

2 stops22h 33m

$1,059

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 32 results
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Best time to book a flight from Alaska to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Alaska with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Alaska to Caribbean Islands

Get recent, data-driven insights about flights from Alaska to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Alaska to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in March is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from AK to EPX?

Find hourly flight availability from Alaska to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 30, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Alaska to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 30, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta and Copa Airlines from Alaska to Caribbean Islands to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

8.0
Very good

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Entertainment

7.1

Food

7.1

Comfort

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Alaska to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Alaska to Caribbean Islands one-way?

    The cheapest airline one-way is Sun Country Air, with whom users have recently found tickets for as low as $336. However, be on the lookout for offers from United Airlines and Delta, as they are both options that can get you from Alaska to Caribbean Islands for a low price.

  • Can I find deals for flights from Alaska to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Alaska to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Alaska to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Alaska to Caribbean Islands.

  • Can I find deals for business class flights from Alaska to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Alaska to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Alaska to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Alaska to Caribbean Islands (average of $254). Flying from Alaska to Caribbean Islands in March is currently the most expensive (average of $372). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Alaska to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Alaska to Caribbean Islands

Discover the top 4 airlines that operate flights from Alaska to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$395Average$620FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$614Average$1,187FlexibilityNo cancel feeOn-time71%
DeltaCheapest$714Average$1,105FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$737Average$1,005FlexibilityNo cancel feeOn-time69%
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